Acetone → HCID 131728241, compound

HRID 2353404Notes

Reaction equation

HRID 2353404 reaction equation
CC(C)=O.[CH3:5][O:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][NH:16][CH2:17][CH:18]([OH:34])[CH2:19][O:20][C:21]1[CH:22]=[CH:23][CH:24]=[C:25]2[NH:33][C:32]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[C:26]=12.O.[C:36]([OH:46])(=[O:45])[CH:37]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[OH:38]>CO>[CH3:5][O:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][NH:16][CH2:17][CH:18]([OH:34])[CH2:19][O:20][C:21]1[CH:22]=[CH:23][CH:24]=[C:25]2[NH:33][C:32]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[C:26]=12.[C:36]([O-:46])(=[O:45])[CH:37]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[OH:38]

Participants

6

Reactant 4

HCID 180Acetone2×HCID 962Water2×HCID 1292Mandelic AcidHCID 2585Carvedilol

Product 1

HCID 131728241HCID 131728241, compoundYield 54.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suitable reactor is charged with acetone (38 mL). The acetone solution is sequentially charged with carvedilol (11.08 grams) and water (8 mL). Upon addition of the water, the slurry dissolves completely with heating. To the solution, 1N Mandelic acid in methanol (1 Equiv. 27.3 mL.) is added. The resulting mixture is stirred at the range between 17° C. and 35° C., and the solid precipitate is formed over 10 hours to 24 hours. Later, the mixture filtered and the cake is washed with a mixture of acetone and water (10 to 1) at 3 volumes or 33 mL. The cake is then dried under vacuum to a constant weight. The final weight is 8.34 g, 54.5% yield.

Workup

  1. dissolutionthe slurry dissolves completely
  2. temperaturewith heating
  3. customthe solid precipitate is formed over 10 hours to 24 hours
  4. filtrationLater, the mixture filtered
  5. washthe cake is washed with a mixture of acetone and water (10 to 1) at 3 volumes or 33 mL
  6. customThe cake is then dried under vacuum to a constant weight

Sources & evidence

ORD record
ord-1404adb389444f469c8b3d809bc10338
Source dataset
uspto-grants-2010_07
Patent number
US07750036B2

Reaction notes

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